Effects of estradiol, PCB3, and their hydroxylated metabolites on proliferation, cell cycle, and apoptosis of human breast cancer cells

Environmental Toxicology and Pharmacology

Volumn 25, Issue 2, 2008, Pages 227-233

  Gregoraszczuk, Ewa L ^a   Rak, A ^a   Ludewig, Gabriele ^b   Gasińska, Anna ^c  

^a JAGIELLONIAN UNIVERSITY   (Poland)

^b UNIVERSITY OF IOWA   (United States)

^c INSTITUTE OF ONCOLOGY   (Poland)

Author keywords

Breast cancer cells; Estradiol metabolites; Hydroxy PCB3; PCB3; Proliferation

Indexed keywords

ESTRADIOL; POLYCHLORINATED BIPHENYL DERIVATIVE;

AIR POLLUTANT; APOPTOSIS; ARTICLE; BREAST CANCER; CELL CYCLE; CELL CYCLE G2 PHASE; CELL CYCLE M PHASE; CELL CYCLE S PHASE; CELL PROLIFERATION; CELL STRAIN MCF 7; CONTROLLED STUDY; HUMAN; HUMAN CELL; POLLUTANT; PRIORITY JOURNAL;

EID: 38649118228     PISSN: 13826689     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.etap.2007.10.004     Document Type: Article

References (56)

1. Abul-Hajj Y.J. Effect of catechol estrogens on rat mammary tumors. Cancer Res. 39 12 (1979) 4882-4886
2. Aronson K.J., Miller A.B., Woolcott C.G., Sterns E.E., McCready D.R., Lickley L.A., Fish E.B., Hiraki G.Y., Holloway C., Ross T., et al. Breast adipose tissue concentrations of polychlorinated biphenyls and other organochlorines and breast cancer risk. Cancer Epidemiol. Biomarkers. Prev. 9 1 (2000) 55-63
3. Bauer U., Amaro A.R., and Robertson L.W. A new strategy for the synthesis of polychlorinated biphenyl metabolites. Chem. Res. Toxicol. 8 1 (1995) 92-95
4. Bergman A., Klasson-Wehler E., and Kuroki H. Selective retention of hydroxylated PCB metabolites in blood. Environ. Health Perspect. 102 5 (1994) 464-469
5. Bradlow H.L., Davis D.L., Lin G., Sepkovic D., and Tiwari R. Effects of pesticides on the ratio of 16 alpha/2-hydroxyestrone: a biologic marker of breast cancer risk. Environ. Health Perspect. 103 Suppl. 7 (1995) 147-150
6. Bradlow H.L., Hershcopf R., Martucci C., and Fishman J. 16 alpha-hydroxylation of estradiol: a possible risk marker for breast cancer. Ann. N.Y. Acad. Sci. 464 (1986) 138-151
7. Colborn T. Environmental estrogens: health implications for humans and wildlife. Environ. Health Perspect. 103 Suppl. 7 (1995) 135-136
8. Connor K., Ramamoorthy K., Moore M., Mustain M., Chen I., Safe S., Zacharewski T., Gillesby B., Joyeux A., and Balaguer P. Hydroxylated polychlorinated biphenyls (PCBs) as estrogens and antiestrogens: structure-activity relationships. Toxicol. Appl. Pharmacol. 145 1 (1997) 111-123
9. Davies R., Clothier B., and Smith A.G. Mutation frequency in the lacI gene of liver DNA from lambda/lacI transgenic mice following the interaction of PCBs with iron causing hepatic cancer and porphyria. Mutagenesis 15 5 (2000) 379-383
10. Demers A., Ayotte P., Brisson J., Dodin S., Robert J., and Dewailly E. Plasma concentrations of polychlorinated biphenyls and the risk of breast cancer: a congener-specific analysis. Am. J. Epidemiol. 155 7 (2002) 629-635
11. Duda M., Gasinska A., and Gregoraszczuk E.L. Flow cytometric cell cycle analysis of two subpopulations of porcine granulosa cells. Exp. Clin. Endocrinol. Diab. 107 3 (1999) 203-207
12. Gammon M.D., Wolff M.S., Neugut A.I., Eng S.M., Teitelbaum S.L., Britton J.A., Terry M.B., Levin B., Stellman S.D., Kabat G.C., et al. Environmental toxins and breast cancer on Long Island. II. Organochlorine compound levels in blood. Cancer Epidemiol. Biomarkers Prev. 11 8 (2002) 686-697
13. Gupta M., McDougal A., and Safe S. Estrogenic and antiestrogenic activities of 16alpha- and 2-hydroxy metabolites of 17beta-estradiol in MCF-7 and T47D human breast cancer cells. J. Steroid Biochem. Mol. Biol. 67 5-6 (1998) 413-419
14. Harrad S., Hazrati S., and Ibarra C. Concentrations of polychlorinated biphenyls in indoor air and polybrominated diphenyl ethers in indoor air and dust in Birmingham, United Kingdom: implications for human exposure. Environ. Sci. Technol. 40 15 (2006) 4633-4638
15. Hauser R., Singh N.P., Chen Z., Pothier L., and Altshul L. Lack of an association between environmental exposure to polychlorinated biphenyls and p,p'-DDE and DNA damage in human sperm measured using the neutral comet assay. Hum. Reprod. 18 12 (2003) 2525-2533
16. Hayashi N., Hasegawa K., Komine A., Tanaka Y., McLachian J.A., Barrett J.C., and Tsutsui T. Estrogen-induced cell transformation and DNA adduct formation in cultured Syrian hamster embryo cells. Mol. Carcinog. 16 3 (1996) 149-156
17. Holford T.R., Zheng T., Mayne S.T., Zahm S.H., Tessari J.D., and Boyle P. Joint effects of nine polychlorinated biphenyl (PCB) congeners on breast cancer risk. Int. J. Epidemiol. 29 6 (2000) 975-982
18. Hoogenboom L.A.P., de Haan L., Hooijerink D., Bor G., Murk A.J., and Brouwer A. Estrogenic activity of estradiol and its metabolites in the ER-CALUX assay with human T47D breast cells. Apmis 109 2 (2001) 101-107
19. Hoyer A.P., Grandjean P., Jorgensen T., Brock J.W., and Hartvig H.B. Organochlorine exposure and risk of breast cancer. Lancet 352 9143 (1998) 1816-1820
20. Hurh Y.J., Chen Z.H., Na H.K., Han S.Y., and Surh Y.J. 2-Hydroxyestradiol induces oxidative DNA damage and apoptosis in human mammary epithelial cells. J. Toxicol. Environ. Health A 67 23-24 (2004) 1939-1953
21. Ishikawa Y., Noma Y., Yamamoto T., Mori Y., and Sakai S. PCB decomposition and formation in thermal treatment plant equipment. Chemosphere 67 7 (2007) 1383-1393
22. Kohler M., Zennegg M., and Waeber R. Coplanar polychlorinated biphenyls (PCB) in indoor air. Environ. Sci. Technol. 36 22 (2002) 4735-4740
23. Korach K.S., Sarver P., Chae K., McLachlan J.A., and McKinney J.D. Estrogen receptor-binding activity of polychlorinated hydroxybiphenyls: conformationally restricted structural probes. Mol. Pharmacol. 33 1 (1988) 120-126
24. Lacey Jr. J.V., Devesa S.S., and Brinton L.A. Recent trends in breast cancer incidence and mortality. Environ. Mol. Mutagen 39 2-3 (2002) 82-88
25. Laden F., Hankinson S.E., Wolff M.S., Colditz G.A., Willett W.C., Speizer F.E., and Hunter D.J. Plasma organochlorine levels and the risk of breast cancer: an extended follow-up in the Nurses' Health Study. Int. J. Cancer. 91 4 (2001) 568-574
26. Laden F., Ishibe N., Hankinson S.E., Wolff M.S., Gertig D.M., Hunter D.J., and Kelsey K.T. Polychlorinated biphenyls, cytochrome P450 1A1, and breast cancer risk in the Nurses' Health Study. Cancer Epidemiol. Biomarkers Prev. 11 12 (2002) 1560-1565
27. Lehmann L., H L.E., P A.K., L W.R., and Ludewig G. 4-monochlorobiphenyl (PCB3) induces mutations in the livers of transgenic Fisher 344 rats. Carcinogenesis 28 2 (2007) 471-478
28. Lehmler H.J., and Robertson L.W. Synthesis of hydroxylated PCB metabolites with the Suzuki-coupling. Chemosphere 45 8 (2001) 1119-1127
29. Li Y., Millikan R.C., Bell D.A., Cui L., Tse C.K., Newman B., and Conway K. Polychlorinated biphenyls, cytochrome P450 1A1 (CYP1A1) polymorphisms, and breast cancer risk among African American women and white women in North Carolina: a population-based case-control study. Breast Cancer Res. 7 1 (2005) R12-R18
30. Liehr J.G., Fang W.F., Sirbasku D.A., and Ari-Ulubelen A. Carcinogenicity of catechol estrogens in Syrian hamsters. J. Steroid Biochem. 24 1 (1986) 353-356
31. Liehr J.G., and Ricci M.J. 4-Hydroxylation of estrogens as marker of human mammary tumors. Proc. Natl. Acad. Sci. U.S.A. 93 8 (1996) 3294-3296
32. Lippert C., Seeger H., and Mueck A.O. The effect of endogenous estradiol metabolites on the proliferation of human breast cancer cells. Life Sci. 72 8 (2003) 877-883
33. Lippert T.H., Seeger H., and Mueck A.O. The impact of endogenous estradiol metabolites on carcinogenesis. Steroids 65 7 (2000) 357-369
34. Loechler E.L. Environmental Mutagens and Carcinogens. Nature Encyclopedia of Life Sciences (2002), Nature Publishing Group, New York, NY. http://www.els.net/ http://www.els.net
35. Lord R.S., Bongiovanni B., and Bralley J.A. Estrogen metabolism and the diet-cancer connection: rationale for assessing the ratio of urinary hydroxylated estrogen metabolites. Altern. Med. Rev. 7 2 (2002) 112-129
36. Lottering M.L., Haag M., and Seegers J.C. Effects of 17 beta-estradiol metabolites on cell cycle events in MCF-7 cells. Cancer Res. 52 21 (1992) 5926-5932
37. Ludewig G. Cancer initiation by PCBs. In: Robertson L.W., and Hansen L.G. (Eds). PCBs, Recent Advances in Environmental Toxicology and Health Effects (2001), The University Press of Kentucky, Lexington 337-354
38. Machala M., Blaha L., Lehmler H.J., Pliskova M., Majkova Z., Kapplova P., Sovadinova I., Vondracek J., Malmberg T., and Robertson L.W. Toxicity of hydroxylated and quinoid PCB metabolites: inhibition of gap junctional intercellular communication and activation of aryl hydrocarbon and estrogen receptors in hepatic and mammary cells. Chem. Res. Toxicol. 17 3 (2004) 340-347
39. Moore M., Mustain M., Daniel K., Chen I., Safe S., Zacharewski T., Gillesby B., Joyeux A., and Balaguer P. Antiestrogenic activity of hydroxylated polychlorinated biphenyl congeners identified in human serum. Toxicol. Appl. Pharmacol. 142 1 (1997) 160-168
40. Moysich K.B., Shields P.G., Freudenheim J.L., Schisterman E.F., Vena J.E., Kostyniak P., Greizerstein H., Marshall J.R., Graham S., and Ambrosone C.B. Polychlorinated biphenyls, cytochrome P4501A1 polymorphism, and postmenopausal breast cancer risk. Cancer Epidemiol. Biomarkers Prev. 8 1 (1999) 41-44
41. Muti P., Bradlow H.L., Micheli A., Krogh V., Freudenheim J.L., Schunemann H.J., Stanulla M., Yang J., Sepkovic D.W., Trevisan M., et al. Estrogen metabolism and risk of breast cancer: a prospective study of the 2:16alpha-hydroxyestrone ratio in premenopausal and postmenopausal women. Epidemiology 11 6 (2000) 635-640
42. Osborne M.P., Bradlow H.L., Wong G.Y., and Telang N.T. Upregulation of estradiol C16 alpha-hydroxylation in human breast tissue: a potential biomarker of breast cancer risk. J. Natl. Cancer Inst. 85 23 (1993) 1917-1920
43. Ptak A., Ludewig G., Kapiszewska M., Magnowska Z., Lehmler H.J., Robertson L.W., and Gregoraszczuk E.L. Induction of cytochromes P450, caspase-3 and DNA damage by PCB3 and its hydroxylated metabolites in porcine ovary. Toxicol. Lett. 166 3 (2006) 200-211
44. Ptak A., Ludewig G., Lehmler H.J., Wojtowicz A.K., Robertson L.W., and Gregoraszczuk E.L. Comparison of the actions of 4-chlorobiphenyl and its hydroxylated metabolites on estradiol secretion by ovarian follicles in primary cells in culture. Reprod. Toxicol. 20 1 (2005) 57-64
45. Rajapakse N., Butterworth M., and Kortenkamp A. Detection of DNA strand breaks and oxidized DNA bases at the single-cell level resulting from exposure to estradiol and hydroxylated metabolites. Environ. Mol. Mutagen 45 4 (2005) 397-404
46. Ramamoorthy K., Vyhlidal C., Wang F., Chen I., Safe S., McDonnell D.P., Leonard L.S., and Gaido K.W. Additive estrogenic activities of a binary mixture of 2′,4′,6′-trichloro- and 2′,3′,4′,5′-tetrachloro-4-biphenylol. Toxicol. Appl. Pharmacol. 147 1 (1997) 93-100
47. Sandau C.D., Ayotte P., Dewailly E., Duffe J., and Norstrom R.J. Analysis of hydroxylated metabolites of PCBs (OH-PCBs) and other chlorinated phenolic compounds in whole blood from Canadian inuit. Environ. Health Perspect. 108 7 (2000) 611-616
48. Schilderman P.A., Maas L.M., Pachen D.M., de Kok T.M., Kleinjans J.C., and van Schooten F.J. Induction of DNA adducts by several polychlorinated biphenyls. Environ. Mol. Mutagen. 36 2 (2000) 79-86
49. Schutze N., Vollmer G., Tiemann I., Geiger M., and Knuppen R. Catecholestrogens are MCF-7 cell estrogen receptor agonists. J. Steroid Biochem. Mol. Biol. 46 6 (1993) 781-789
50. Seeger H., Wallwiener D., Kraemer E., and Mueck A.O. Comparison of possible carcinogenic estradiol metabolites: effects on proliferation, apoptosis and metastasis of human breast cancer cells. Maturitas 54 1 (2006) 72-77
51. Stellman S.D., Djordjevic M.V., Britton J.A., Muscat J.E., Citron M.L., Kemeny M., Busch E., and Gong L. Breast cancer risk in relation to adipose concentrations of organochlorine pesticides and polychlorinated biphenyls in Long Island, New York. Cancer Epidemiol. Biomarkers Prev. 9 11 (2000) 1241-1249
52. Turan V.K., Sanchez R.I., Li J.J., Li S.A., Reuhl K.R., Thomas P.E., Conney A.H., Gallo M.A., Kauffman F.C., and Mesia-Vela S. The effects of steroidal estrogens in ACI rat mammary carcinogenesis: 17beta-estradiol, 2-hydroxyestradiol, 4-hydroxyestradiol, 16alpha-hydroxyestradiol, and 4-hydroxyestrone. J. Endocrinol. 183 1 (2004) 91-99
53. Zettner M., Flor S., Ludewig G., Wagner J., Robertson L.W., and Lehmann L. Quinoid Metabolites of 4-monochlorobiphenyl (PCB3) Induce Gene Mutations in Cultured Chinese Hamster V79 Cells. Toxicol Sci. 100 1 (2007) 88-98
54. Zhang Y., Wise J.P., Holford T.R., Xie H., Boyle P., Zahm S.H., Rusiecki J., Zou K., Zhang B., Zhu Y., et al. Serum polychlorinated biphenyls, cytochrome P-450 1A1 polymorphisms, and risk of breast cancer in Connecticut women. Am. J. Epidemiol. 160 12 (2004) 1177-1183
55. Zhao Z., Kosinska W., Khmelnitsky M., Cavalieri E.L., Rogan E.G., Chakravarti D., Sacks P.G., and Guttenplan J.B. Mutagenic activity of 4-hydroxyestradiol, but not 2-hydroxyestradiol, in BB rat2 embryonic cells, and the mutational spectrum of 4-hydroxyestradiol. Chem. Res. Toxicol. 19 3 (2006) 475-479
56. Zheng T., Holford T.R., Tessari J., Mayne S.T., Owens P.H., Ward B., Carter D., Boyle P., Dubrow R., Archibeque-Engle S., et al. Breast cancer risk associated with congeners of polychlorinated biphenyls. Am. J. Epidemiol. 152 1 (2000) 50-58